Step Into Winter: Tips for Cold-Weather Walking

Stay safe, warm, and active this season with smart strategies for winter walking, from the right gear to navigating icy trails.

By Pat Jewett

Grouper Social Ambassador
Portland, Oregon

It is that time of year again to be thinking about fall/winter walking and the switch from warmer or hotter walking conditions to walking in rain, icy sidewalks and slippery trails and snow. My goal is to get you on the right foot towards winter walking – so you stay safe and warm in the outdoors during winter. 

The balance during winter walking is to stay warm and dry without being bundled up like a mummy and overheating. Use this blog as a guide to discover practical tips and insights that can help you enjoy a comfortable and rewarding winter walking experience.

I do a lot of walking in Altra trail running shoes. They have a Vibram sole but the shoe model I buy is not waterproof. The thing about walking in trail-type running shoes is they do not last; the expectation is anywhere from 300 to 500 miles. The newer materials provide many advantages but they also break down. From March through September, I usually buy two to three pairs of Altra’s.

In winter, I prefer Keen shoes as they have a wider toe box. I have a pair of waterproof Keen boots and a pair of waterproof Keen hiking shoes for the winter season. These shoes will last for a few seasons of wear and tear. There are many brands of quality hiking shoes. Take the time to find shoes that are comfortable for you.

If you walk longer walks or walk three-to-five times a week you’ll want to buy a slightly larger shoe as your feet swell as you walk. It’s best to go to a shoe store or someplace like REI and talk to the shoe salesperson. 

My view on shoes is they are like tires for my feet. When it comes to shoes I do invest in quality and thus a more expensive shoe. Don’t overlook sales and clearances. REI will sell lightly used shoes at a discount. That is a great way to test out different styles of shoes.

Some people prefer to wear two pairs of socks – a liner and a heavier sock. There are rechargeable heated socks with batteries. There are Insole foot warmers. I usually wear a thicker, warmer hiking sock. 

There are also waterproof socks. Sealskinz and Showers Pass make a great waterproof sock but a Google search will bring up different brands. I have a pair of Showers Pass waterproof socks. While I am walking in heavy rain and not wearing a waterproof shoe my feet feel soggy, but at home when I remove my socks my feet are dry.  

On days when sidewalks are icy, a pair of ice grips like Yaktrax work well to prevent slipping and falling. Microspikes work better for hiking and there are crampons for real winter exploring in the backcountry. There are many brands. The Yaktrax are great as they have rubber straps and slip over your regular shoes. Easy on and off. 

Hiking or trekking poles are also useful. They take pressure off of your knees and give your arms a workout. 

Finally, here’s a great reminder of how to walk on the ice. https://youtu.be/lW1pTrzMo4Q?si=zItCccmaZrD3oL1u 

Follow Pat on Instagram: zigzag_walker